meso-DAP   Click here for help

GtoPdb Ligand ID: 5021

Synonyms: meso-diaminopimeilic acid
PDB Ligand
Comment: Diaminopimelic acid (DAP) is an amino acid, representing an epsilon-carboxy derivative of lysine. DAP is characteristic of cell walls of some bacteria.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 126.64
Molecular weight 190.1
XLogP -3.46
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NC(C(=O)O)CCCC(C(=O)O)N
Isomeric SMILES N[C@H](C(=O)O)CCC[C@H](C(=O)O)N
InChI InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5+
InChI Key GMKMEZVLHJARHF-SYDPRGILSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
(2R,6S)-2,6-diaminoheptanedioic acid
Synonyms Click here for help
meso-diaminopimeilic acid
Database Links Click here for help
CAS Registry No. 922-54-3 (source: Scifinder)
ChEBI CHEBI:16488
ChEMBL Ligand CHEMBL415306
GtoPdb PubChem SID 178101718
PubChem CID 99290
RCSB PDB Ligand API
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Wikipedia Diaminopimelic_acid